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undefined Itinerary
Last updated: 2024 Jun 14Exploring the Windy City
Morning
Start your day with a delicious cup of coffee from Intelligentsia Coffee. Once you're caffeinated and ready to go, head to Skydeck Chicago at Willis Tower (Sears Tower) . Take in breathtaking views of the city from the observation deck and step out onto The Ledge for a thrilling experience. Afterward, take a stroll along the Chicago River and admire the architectural wonders that line its banks.
Afternoon
For lunch, indulge in a deep-dish pizza at Lou Malnati's Pizzeria. After satisfying your taste buds, make your way to Navy Pier . Enjoy a leisurely walk along the pier, take a ride on the Ferris wheel, and explore the various attractions and shops.
Evening
In the evening, venture down The Magnificent Mile , known for its upscale shopping and vibrant atmosphere. Stop by the Chicago Riverwalk for a scenic view of the river before heading to Girl & the Goat for dinner. This award-winning restaurant offers innovative dishes with bold flavors.
Bedtime
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Art and Culture in the City
Morning
Begin your day by visiting Millennium Park . Admire Cloud Gate (The Bean), take a walk through Lurie Garden, and enjoy live performances at Jay Pritzker Pavilion if there are any scheduled. Afterward, explore iconic landmarks such as the Wrigley Building , Tribune Tower , and Marina City .
Afternoon
For lunch, try a local favorite like Portillo's for their famous Chicago-style hot dogs. Afterward, immerse yourself in art and culture at the Art Institute of Chicago . Explore its vast collection of masterpieces and temporary exhibitions.
Evening
Experience the vibrant theater scene by catching a show at the historic Chicago Theatre . Afterward, enjoy a nightcap at one of the nearby bars or lounges.
Bedtime
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Discovering Science and Nature
Morning
Start your day with a visit to Shedd Aquarium , where you can marvel at a variety of marine life. Next, head to the Field Museum to explore its extensive collection of natural history artifacts. If you're interested in astronomy, make sure to visit Adler Planetarium as well.
Afternoon
Grab a quick bite for lunch at a local cafe or food truck before heading to 360 Chicago Observation Deck (Formerly John Hancock Observatory) . Enjoy panoramic views of the city from this iconic skyscraper.
Evening
End your day with dinner at a restaurant overlooking Lake Michigan. There are several options along the waterfront that offer stunning views and delicious cuisine.
Bedtime
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Neighborhood Exploration
Morning
Spend the morning exploring one of Chicago's unique neighborhoods such as Wicker Park or Lincoln Park. Take a leisurely walk through the streets, browse local shops, and stop by a neighborhood cafe for breakfast or brunch.
Afternoon
Visit some local attractions in the neighborhood you chose, such as independent art galleries or boutique stores. Grab lunch at a trendy restaurant that showcases the neighborhood's culinary scene.
Evening
In the evening, venture out to another neighborhood for dinner and drinks. Each neighborhood has its own distinct character and offers a variety of dining options, from upscale restaurants to casual eateries.
Bedtime
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Farewell to the Windy City
Morning
Take a final stroll along the Chicago Riverwalk and enjoy the scenic views. If you have time, visit any attractions or landmarks that you may have missed during your trip.
Afternoon
For lunch, try a different style of cuisine that you haven't experienced yet in Chicago. There are plenty of international restaurants to choose from.
Evening
End your trip with a memorable dinner at a fine dining restaurant in downtown Chicago. Raise a glass to your unforgettable time in the Windy City and savor every moment.
Bedtime
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